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ChemicalBook CAS DataBase List 3-(Trifluoromethyl)-6,7,8,9-tetrahydro-5H-carbazole

3-(Trifluoromethyl)-6,7,8,9-tetrahydro-5H-carbazole synthesis

6synthesis methods
-

Yield:2805-84-7 94%

Reaction Conditions:

Stage #1: cyclohexanone;4-(trifluoromethyl)phenylhydrazinewith hydrogenchloride in ethanol at 20; for 0.75 h;
Stage #2: with sulfuric acid;acetic acid at 85; for 0.5 h;

Steps:

16.a

16a. 6-(Trifluoromethyl)-2,3,4,4a,9,9a-hexahydro-1H-carbazole To (4-trifluoromethyl-phenyl)-hydrazine (4.71 g, 26.74 mmol) in ethanol (20 mL) was added concentrated hydrochloric acid (10 drops) followed by a solution of cyclohexanone (2.62 g, 26.74 mmol) in ethanol (4 mL). The reaction was stirred at ro temperature for 45 minutes and concentrated in vacuo. The resulting solid was dissolved in a mixture of acetic acid (21 mL) and concentrated sulfuric acid (3.5 mL). The reaction was heated at 85° C. for 30 minutes, cooled to room temperature, and poured into ice water. The resulting suspension was filtered and dried to give the title compound as a tan solid (6.01 g, 94%). MS (ES+) m/e 240 [M+H]+.

References:

US2009/170882,2009,A1 Location in patent:Page/Page column 14

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